Category: 20921-00-0

Application of 20921-00-0, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 20921-00-0 as follows.

To a mixture of compound 6B (3.41 g, 14.956mmol) in THF at 0 was added CH3MgBr (32.9 mmol) . The mixture was allowed to stir at 020 for 16 hours, and then the mixture was quenched with NH4Cl, and extracted with ethyl acetate. The organic extract was washed with H2O and brine, dried over Na2SO4, filtered and concentrated in vacuo. Tthe residue obtained was purified using flash column chromatography (petroleum ether: ethyl acetate 20: 15: 1) to provide compound 6C.

According to the analysis of related databases, 20921-00-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; YU, Wensheng; KOZLOWSKI, Joseph A.; TONG, Ling; COBURN, Craig A.; HU, Bin; ZHONG, Bin; HAO, Jinglai; WANG, Dahai; (101 pag.)WO2018/32467; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 20921-00-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 20921-00-0 name is 6-Bromochroman-2-one, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

[Step b] To a solution of compound 2 (1.02 g, 4.49 mmol) in tetrahydrofuran (10.0 mL) was added 2 M-aqueous sodium hydroxide solution (5.00 mL), and the mixture was stirred at room temperature for 10 hr. The reaction solution was concentrated under reduced pressure to evaporate the organic solvent, water (10.0 mL) and sodium iodide (1.01 g, 6.74 mmol) were added, and the mixture was cooled to -5C. To the reaction solution was added 2% aqueous sodium hypochlorite solution (20.0 mL) over 40 min, and the mixture was stirred at -5C under cooling for 1 hr. To the reaction solution was added 2 M-aqueous hydrochloric acid solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium thiosulfate solution, saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was dissolved in N,N-dimethylformamide (20.0 mL), potassium carbonate (1.86 g, 13.46 mmol) and methyl iodide (0.850 mL, 13.65 mmol) were added, and the mixture was stirred at room temperature overnight. The reaction solution was ice-cooled, 0.1 M-hydrochloric acid (50.0 mL) was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified by silica gel chromatography to give compound 4 (1.48 g, 82.6%). MS(ESI)m/z: 399, 401 (M+1)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromochroman-2-one, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; TAKAHASHI, Taichi; UMINO, Akinori; IIJIMA, Daisuke; TAKAMATSU, Hisayuki; (173 pag.)EP3135667; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics